CN101384174A - Insecticidal and miticidal mixtures of bifenthrin and cyano-pyrethroids - Google Patents
Insecticidal and miticidal mixtures of bifenthrin and cyano-pyrethroids Download PDFInfo
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- CN101384174A CN101384174A CNA2006800523953A CN200680052395A CN101384174A CN 101384174 A CN101384174 A CN 101384174A CN A2006800523953 A CNA2006800523953 A CN A2006800523953A CN 200680052395 A CN200680052395 A CN 200680052395A CN 101384174 A CN101384174 A CN 101384174A
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/04—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aldehyde or keto groups, or thio analogues thereof, directly attached to an aromatic ring system, e.g. acetophenone; Derivatives thereof, e.g. acetals
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/34—Nitriles
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Abstract
The present invention is directed to insecticidal and miticidal mixtures of bifenthrin and cyano-pyrethroids. Compared to the insecticidal activity with the single component, the insecticidal activity of the mixture is unexpected increased.
Description
This application requires the priority of No. the 60/752nd, 979, the U.S. Provisional Application submitted on December 22nd, 2005.
Technical field
The present invention relates to field of pesticides.Particularly, the invention provides the novel insecticidal composition that comprises bifenthrin and cyano group-pyrethroid, said composition shows unexpected insecticidal activity.
Background technology
As everyone knows, insect generally can cause tangible destruction, not only the plant growth in the agricultural is damaged, and is the destruction that soil vector insect by termite and grub and so on can cause structure and turf when causing destruction for example.This class destruction can cause the loss that is worth with the millions of dollar of specific crop, turf or structurally associated.But use of insecticide and miticide control can cause the insect and the acarid of obvious damage originally to crops such as wheat, corn, soybean, potato and cottons.For crop protection, need to use effective chemical insecticide and miticide, they can control insect and acarid, and can not damage crop, and can not cause any adverse effect to mammal and other living organism.
Use for business-like agricultural, it is favourable that the insecticide that will have some different activity and a residual effectiveness is used in combination, to benefit from each independent insecticidal property.Implemented to contain the mixture of two or more insecticides in the art, to benefit from the insecticidal property of each component.For example, United States Patent (USP) 3,899,586 have disclosed by mixing N-(3,4,5, the 6-tetrahydric phthalimide)-and methyl chrysanthemum monocarboxylate and 5-(2-propynyl) furfuryl group 3-(2, the 2-dichloroethylene)-2, desinsection and/or miticide composition that 2-dimethyl cyclopropane carboxylic acid ester obtains.
Summary of the invention
According to the present invention, had been found that the novel Pesticidal combination that comprises bifenthrin and cyano group-pyrethroid, to compare with the insecticidal activity of independent component, said composition shows unexpected insecticidal activity to be increased.The invention still further relates to and comprise bifenthrin and cyano group-pyrethroid and be mixed with acceptable bulking agent (extender) at least a agricultural or the novel insecticidal composition of adjuvant.
Embodiment
According to the present invention, have been found that the novel Pesticidal combination that comprises bifenthrin and cyano group-pyrethroid at present, to compare with the insecticidal activity of independent component, said composition shows unexpected insecticidal activity to be increased.The invention still further relates to and comprise bifenthrin and cyano group-pyrethroid and be mixed with acceptable bulking agent at least a agricultural or the novel insecticidal composition of adjuvant.
The pyrethroid (cyano group-pyrethroid) that contains cyano group is very effective insecticidal agent, and for example own body cypermethrin is the insecticide of effective and snap action, and it can control wide spectrum biting mouth parts insect, piercing mouth parts insect and flying insect.Except control biting mouth parts insect, piercing mouth parts insect and flying insect, the pyrethroid bifenthrin also can actively be resisted the acarid of many keys, shows than the more permanent residual activity of own body cypermethrin.Have been found that observing unexpected insecticidal activity for some insect species increases when these two kinds of effective insecticidal agent are mixed.Cyano group-pyrethroid is except being the insecticide of very effective and snap action, and this insecticide also usually causes mammal skin to stimulate.The mixture that contains less bifenthrin and less cyano group-pyrethroid by use is realized can realizing the benefit of economy and mammalian safety aspect than using the more superior insecticidal activity of any Pesticidal compound separately.
Particularly, an aspect of of the present present invention relates to the Pesticidal combination that comprises bifenthrin and cyano group-pyrethroid.
Another aspect of the present invention relates to and comprises bifenthrin and cyano group-pyrethroid and be mixed with acceptable bulking agent at least a agricultural or the Pesticidal combination of adjuvant.
Another aspect of the present invention relates to the method for controlling insect, comprises that the above-mentioned composition with insecticidal effective dose is administered to other regional place that crop (such as but not limited to cereal, cotton, vegetables and fruit) or insect existence or expection may exist.
Term ＂ bifenthrin ＂ refers to 2-methyl biphenyl-3-ylmethyl (Z)-(1RS)-suitable-3-(2-chloro-3,3,3-trifluoropropyl-1-thiazolinyl)-2,2-dimethylcyclopropane carboxyl ester.
Term ＂ cyano group-pyrethroid ＂ refers to contain the desinsection pyrethroid of cyano group.Described cyano group-pyrethroid is selected from but is not limited to down group:
Fluorine ester chrysanthemum ester, it is (S)-alpha-cyano-3-phenoxy benzyl (Z)-(1R)-suitable-2,2-dimethyl-3-[2-(2,2,2-three fluoro-1-trifluoromethyl ethoxy carbonyls) vinyl] cyclopropanecarboxylcompound,
Cycloprothrin, it is (RS)-alpha-cyano-3-phenoxy benzyl (RS)-2,2-two chloro-1-(4-ethoxyl phenenyl) cyclopropanecarboxylcompound], decis [(S)-alpha-cyano-3-phenoxy benzyl (1R)-suitable-3-(2, the 2-dibromo vinyl)-2,2-dimethyl cyclopropane carboxylic acid ester
Tralomethrin, it is (S)-alpha-cyano-3-phenoxy benzyl (1R)-suitable-2, the 2-dimethyl-3-[(RS)-1,2,2, and 2-tetrabromo ethyl] cyclopropanecarboxylcompound,
Sumicidin, it is (RS)-alpha-cyano-3-phenoxy benzyl (RS)-2-(4-chlorphenyl)-3 Methylbutanoic acid ester,
Cyfloxylate, it is (RS)-alpha-cyano-4-fluoro-3-phenoxy benzyl (1RS)-suitable-anti--3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester,
β-cyfloxylate, it is that to comprise ratio be that the enantiomter of 1:2 is to (R)-alpha-cyano-4-fluoro-3-phenoxy benzyl (1S)-suitable-3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester and (S)-alpha-cyano-4-fluoro-3-phenoxy benzyl (1R)-suitable-3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester and enantiomter are to (R)-alpha-cyano-4-fluoro-3-phenoxy benzyl (1S)-anti--3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester and (S)-alpha-cyano-4-fluoro-3-phenoxy benzyl (1R)-anti--3-(2, the 2-dichloroethylene)-2, the reactant mixture of 2-dimethyl cyclopropane carboxylic acid ester.
Flucythrinate, it is (RS)-alpha-cyano-3-phenoxy benzyl (S)-2-(4-difluoro-methoxy phenyl)-3 Methylbutanoic acid ester,
The nail body cypermethrin, it is to comprise (S)-alpha-cyano-3-phenoxy benzyl (1R)-suitable-3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester and (R)-alpha-cyano-3-phenoxy benzyl (1S)-suitable-3-(2, the 2-dichloroethylene)-2, the racemate of 2-dimethyl cyclopropane carboxylic acid ester
Second body cypermethrin, it is to comprise following two reactant mixtures that enantiomter is right that ratio is about 2:3: (S)-and alpha-cyano-3-phenoxy benzyl (1R)-suitable-3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester and (R)-alpha-cyano-3-phenoxy benzyl (1S)-suitable-3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester with (S)-alpha-cyano-3-phenoxy benzyl (1R)-anti--3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester and (R)-alpha-cyano-3-phenoxy benzyl (1S)-anti--3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester
Hot body cypermethrin, it is enantiomter (R)-alpha-cyano-3-phenoxy benzyl (1S)-anti--3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester and (S)-alpha-cyano-3-phenoxy benzyl (1R)-anti--3-(2, the 2-dichloroethylene)-2, the 1:1 mixture of 2-dimethyl cyclopropane carboxylic acid ester
Own body cypermethrin, its be (R, S)-alpha-cyano-3-phenoxy benzyl-(1RS)-suitable-anti--3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester, enrichment 1R-suitable-S and 1R-be anti--the S isomer,
Cyphenothrin, its be (R, S)-alpha-cyano-3-phenoxy benzyl-(1R)-suitable-anti--2,2-dimethyl-3-(2-methyl-prop-1-thiazolinyl) cyclopropanecarboxylcompound,
Cyhalothrin, its be (R, S)-alpha-cyano-3-phenoxy benzyl-(Z)-(1RS)-suitable-3-(2-chloro-3,3,3-trifluoro-propenyl)-2,2-dimethyl cyclopropane carboxylic acid ester,
λ-cyhalothrin, it is (S)-alpha-cyano-3-phenoxy benzyl of comprising equivalent-(Z)-(1R)-suitable-3-(2-chloro-3,3, the 3-trifluoro-propenyl)-2,2-dimethyl cyclopropane carboxylic acid ester and (R)-alpha-cyano-3-phenoxy benzyl-(Z)-(1S)-suitable-3-(2-chloro-3,3,3-trifluoro-propenyl)-2, the product of 2-dimethyl cyclopropane carboxylic acid ester
Esfenvalerate, it is (S)-alpha-cyano-3-phenoxy benzyl (S)-2-(4-chlorphenyl)-3 Methylbutanoic acid ester,
Taufluvalinate, it is (RS)-alpha-cyano-3-phenoxy benzyl N-(2-chloro-α, α, α-three fluoro-p-methylphenyl)-DL-valine ester,
Fenpropathrin, it is (RS)-alpha-cyano-3-phenoxy benzyl 2,2,3, the 3-4-methyl cyclopropane carboxylic acid ester.
The special form of " own body cypermethrin " is by patent U.S.5,164,411, U.S.5,028,731 and U.S.4,997, the enrichment of the 970 methods preparations that disclose 1R-suitable-S and 1R-be anti--(R of S isomer, S)-alpha-cyano-3-phenoxy benzyl-(1RS)-suitable-anti--3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester.The most preferred form of the own body cypermethrin of ＂ ＂ is by U.S.4,997,970 methods that disclose, by 55/45 suitable/back mixing compound of cypermethrin and three caprylyl ammonium chlorides of catalytic amount (
336, A Deruiqi chemical company (Aldrich Chemical Co.)) and the isomer mixture of sodium carbonate (in normal heptane) preparation.This method and separating step afterwards produce the own body cypermethrin of the catalyzer that contains a small amount of (0.6%-1.3% usually).
Bifenthrin active component (AI) is 1/99 to 99/1 with the ratio of cyano group-pyrethroid active component (AI).The ratio of preferred bifenthrin active component and cyano group-pyrethroid active component is 1/4 to 4/1.More preferably this ratio is 1/3 to 3/1.
Composition of the present invention is effective for various insect pests of opposing and/or acarid insect.Insect pest that composition of the present invention can be used and acarid insect are: Homoptera comprises for example aphid, leafhopper, cicada, aleyrodid and mealybug; Lepidoptera for example comprises butterfly, moth and hesperids; Coleoptera comprises for example beetle and weevil; Acarina comprises for example mite and tick.
These Pesticidal combinations can be used as the zone that water-reducible spray or pulvis or granule are administered to needs to suppress insect.These reagent can contain few to 0.1 weight %, 0.2 weight % or 0.5 weight % to as many as 95 weight % or more active component.
Pulvis is active component and solid such as talcum, natural clay, diatomite, flour such as walnut shell and cottonseed meal in small, broken bits, and other is as the free-pouring mixture of the organic and inoganic solids of the dispersant of toxic agent and carrier; The particle mean size of the solid that these are in small, broken bits is less than about 50 microns.Can be used for typical powder preparation of the present invention is to contain the preparation that is equal to or less than 1.0 parts of Pesticidal compounds and 99.0 parts of talcums.
Also the form of the wetting powder of the preparation of useful as pesticides is to be dispersed in the water easily or the particle in small, broken bits in other dispersant.Wetting powder finally as dry powder doses or in water or the emulsion in other liquid be administered to the place that needs the control insect.The carrier that is usually used in wetting powder comprises easy the to be wetting inorganic diluents of bleaching earth, kaolin, silica and other high-absorbable.According to the absorbability of carrier, usually wettable powder is prepared into the active component that contains the 5-80% that has an appointment, and also contain a small amount of wetting agent usually, dispersant or emulsifier disperse promoting.For example, available wettable powder agent formulation contains 80.0 parts Pesticidal compound, 17.9 parts South Carolina clay (Palmetto clay) and as 1.0 parts sodium lignosulfonate of wetting agent and 0.3 part Sulfonated aliphatic polyester.Usually in the groove mixture, add other wetting agent and/or oil plant to promote the dispersion on plant leaf.
Other preparation that can be used for pesticidal applications is emulsible concentrate (EC), it is the uniform fluid composition that can be dispersed in water or other dispersant, can form by Pesticidal compound and liquid or solid emulsifier fully, perhaps also can contain liquid-carrier, for example dimethylbenzene, heavy aromatic petroleum naphtha, isophorone or other non-volatile organic solvent.For pesticidal applications, these concentrates are dispersed in the water or in other liquid-carrier, and are administered to pending zone as spray usually.The percetage by weight of primary activity composition can change according to the mode that composition is used, and still common weight in Pesticidal combination is benchmark, comprises the active component of 0.5-95 weight %.
Flowable preparation and the water emulsion preparation (EW) that concentrates are similar to EC, and different is that active component is suspended in the liquid-carrier (normally water).Be similar to EC, flowable preparation can comprise one or more surfactants, is benchmark in the weight of composition, contains the active component of 0.5-95 weight %, preferred 10-50 weight % usually.In order to use, but can be in water or in other liquid-carrier with the flow system dilution agent, and be administered to pending zone as spray usually.
Wetting agent, dispersant or the emulsifier of preparation of being often used in agriculture comprises but is not limited to alkyl and alkyl aryl sulfonate and sulfuric ester and their sodium salt; Alkyl aryl polyether alcohol; Sulfated higher alcohol; PEO; Sulfonated animal oil and vegetable oil; Sulfonated oil; The fatty acid ester of polyalcohol and the oxirane additive product of these esters; The addition compound product of long-chain mercaptan and oxirane.The usable surface activating agent of many other types can obtain from being purchased approach.When using surfactant, its amount accounts for the 1-15 weight % of composition usually.
Other available preparation comprises the suspension that active component forms in relative non-volatile solvents such as water, corn oil, kerosene, propane diols or other suitable solvent.
Other preparation that can be used for pesticidal applications comprises the simple solution that active component forms in solvent, active component can required concentration dissolve in solvent fully, and described solvent is acetone, alkylating naphthalene, dimethylbenzene or other organic solvent for example.The granular preparation denaturant loads on the thicker particle, and this preparation is specially adapted to the aerial covering that distributes or permeate cover crop.Can also use the pressure atomization agent, normally the volatilization owing to low boiling dispersion solvent carrier makes the aerosol of active component with form dispersion in small, broken bits.Water-soluble or water-dispersible granule is free-pouring, non-dust form, and dissolves easily in water or miscible with water.In the process that is used for the farmland by the peasant, dilutable waters such as granular preparation, emulsible concentrate, flowable concentrate, aqueous emulsion, solution make the concentration of active component in described 0.1% or 0.2% to 1.5% or 2% scope.
Insecticidal preparation also can comprise other component, for example antifreeze, defoamer and/or biocide.
Further specify composition of the present invention by following examples.These embodiment only are used to illustrate the present invention, should not be construed as restriction the present invention because to disclose the invention other modification be apparent for a person skilled in the art.All such modifications all are considered to drop in the scope of the invention of claim qualification.
Used term " environmental temperature " refers to any suitable temperature in laboratory or other workspace in the literary composition, is not less than about 15 ℃ usually, and is not higher than about 30 ℃.
Embodiment 1
This embodiment has illustrated that the ratio of preparation bifenthrin and own body cypermethrin is the process of 2/1 emulsible concentrate formulation.
To 42.32 grams Aromatic 200 ND (can buy), add bifenthrins (95.9% active component) and 11.11 that 8.34 grams melt body cypermethrin (36% active component of restraining oneself from chemical company of XOM (ExxonMobileChemicals), according to United States Patent (USP) 4, the method that discloses in 997,970 makes).Stir this mixture at ambient temperature with mechanical agitator, until forming uniform solution, add 2.52 gram branched dodecylbenzene sulfonic acid salt (Agnique ABS 70AE this moment, can be available from health lattice Nice company (CognisCorporation)), 0.28 gram polyethylene glycol monooleate (Agnique PEG 400MO, can be available from health lattice Nice company), 0.84 castor oil (the Agnique CSO-36 of gram ethoxylation, can be available from health lattice Nice company), 1.96 castor oil (the Agnique CSO-25 of gram ethoxylation, can be available from health lattice Nice company), 20.00 restrain the lightweight of strict solvent refined and warrenite oil plant (the Sunspray 6N of heavy, can be available from Su Nike company (Sunoco, Inc.)) and 0.08 gram acetate.After reinforced finishing, continue to stir 10 minutes, obtain faint yellow homogeneous solution.
In leaf is estimated, the Pesticidal combination of evaluate candidate opposing tobacco budworm (tobacco budworm (
Heliothis virescens[Fabricius])), colorado potato beetle (Colorado potato beetle (
Leptinotarsa decemlineata[Say])), cotton bollworm (corn earworm (
Helicoverpa zea[Boddie])), cotten aphid (cotton aphid (Aphis gossypii[Glover])) and ordinary maple leaf mite (twospottedspider mite (
Tetranychus urticae[Koch])) activity.Each test comprises the contrast test, and what wherein use is to remove formulations of active ingredients or test solution.
In the test of opposing tobacco budworm, first fertile leaf (first true leaves) of the cotton plant (Gossypium hirsutium) in 7-10 days ages is immersed in the test solution of test formulation, to provide up to 10ppm active component bifenthrin and own body-cypermethrin (according to United States Patent (USP) 4,997,970 methods that disclose make) amount of application.Test formulation is dissolved in contains 10% acetone and 0.25% nonionic washing agent [octyl phenol gathers (glycol ether)
x, can be used as Triton X-100 available from Luo Si Applied Science Fiction Co. (Roche AppliedScience)] distilled water in, reach suitable concentration.Treated plant is transferred among the Peng Gai (hood), kept, up to the leaf drying.
Each leaf is put into the plastics petri's diss of the filter paper that contains water-wet of independent (100 * 20 millimeters).With five second-length of times (7 day age) tobacco budworm put into each petri's diss, carefully do not cause any infringement.Vinyl cover is placed on each culture dish, kept 72 hours under 25 ℃, the condition of 50% relative moisture then, periodicity of illumination is illumination in 12 hours, 12 hours dark.After contact in 72 hours, open culture dish, calculate the number of the insect of dead and survival.If insect can not independently be adjusted rapidly when upset, think that then insect is " death ".Use this insect counts, represent the activity of test chemical with control percentage.Control percentage is relatively obtained by the total number (TD) of dead insects and the total number (TI) of the insect in the test:
In the test of opposing adult colorado potato beetle, the leaf of the tomato plant that the 6-8 inch is high (LycopersiconIvcoper) is immersed in the test solution of test formulation, so that the amount of application up to the 1000ppm active component to be provided.Test formulation is dissolved in contains 10% acetone and 0.25% nonionic washing agent [octyl phenol gathers (glycol ether)
x, can be used as Triton X-100 available from Luo Si Applied Science Fiction Co.] distilled water in, reach suitable concentration.Treated plant is transferred to Peng Gaizhong, keep, up to the leaf drying.Even do not allocate test with the technical grade active component for active component, the stock solution of preparation test compounds.For example, 4 milligrams of test compounds are dissolved in 4 milliliters of acetone, and this solution is added in 36 milliliters of Triton X-100 aqueous solution (1 Triton X-100 is dissolved in 100 ml distilled waters), make the 100ppm stock solution.Can add the distilled water that contains 10% acetone and 0.25%Triton X-100 further dilutes.
By cutting off the stem more than the soil line, treated tomato plant is taken out from their Culture basin.Each plant that cuts off is put into each 8 ounce paper cup.10 adult colorado potato beetles are put into each dixie cup, carefully do not cause any infringement.Plastic opaque lid is placed on each dixie cup, keeps 72 hours time of contact then under 25 ℃, the condition of 50% relative moisture, periodicity of illumination is illumination in 12 hours, 12 hours dark.After contact in 72 hours, open dixie cup, calculate the number of the insect of dead and survival.Use this insect counts, represent the activity of test chemical with control percentage.Control percentage is relatively obtained by the total number (TD) of dead insects and the total number (TI) of the insect in the test:
In the test of opposing cotton bollworm, will be immersed in the test solution of test formulation from the 1 inch diameter leaf dish that cotton plant leaf (Gossypium hirsutum) shears, so that the amount of application up to the 1000ppm active component to be provided.Test formulation is dissolved in contains 10% acetone and 0.25% nonionic washing agent [octyl phenol gathers (glycol ether)
x, can be used as Triton X-100 available from Luo Si Applied Science Fiction Co.] distilled water in, reach suitable concentration.With 0.5 inch diameter, 2 inches long cotton core distilled water immersion, put into 32 hole rearing tray and (can be used as Rearing Tray Bio-Fit 32 from the graceful C-D world (C-DInternational of the Peter of New Jersey, Pittman, New Jersey) buy) the hole in, the cotton core in each hole.Treated leaf dish is placed on the cotton core top, and leaf dish of each cotton core is transferred to Peng Gaizhong with rearing tray, keeps, up to leaf dish drying.1 second generation of each leaf disk infection late period, each amount of application repeated 16 times, and lid is placed on the rearing tray to the third generation cotton bollworm in early stage age.Rearing tray was placed 96 hours in 25 ℃, the growth room of 50% relative moisture, and periodicity of illumination is 12 hours illumination/12 hour dark.Even do not allocate test with the technical grade active component for active component, the stock solution of preparation test compounds.For example, 4 milligrams of test compounds are dissolved in 4 milliliters of acetone, and this solution is added in 36 milliliters of Triton X-100 aqueous solution (1 Triton X-100 is dissolved in 100 ml distilled waters), make the 100ppm stock solution.Can add the distilled water that contains 10% acetone and 0.25%Triton X-100 further dilutes.
After contact in 96 hours, open rearing tray, calculate the number of the insect of dead and survival.If insect does not show mobilely when surveying, think that then insect is " death ".Use this insect counts, represent the activity of test chemical with control percentage.Control percentage is relatively obtained by the total number (TD) of dead insects and the total number (TI) of the insect in the test:
In the test of opposing cotten aphid,, make the high tomato plant of 6-8 inch (Lycopersicon lycoper) infect about 50 cotten aphids by placing leaf section from the host of cotten aphid group tomato plant.After about 12 hours, the tomato leaf that newly infects is immersed in the test solution of test formulation, so that the amount of application up to the 1000ppm active component to be provided.As required, [octyl phenol gathers (glycol ether) with containing 10% acetone and 0.25% nonionic washing agent
x, can be used as Triton X-100 available from Luo Si Applied Science Fiction Co.] dissolved in distilled water and the dilution test formulation, reach suitable concentration.After processing, the foursquare film (parafilm) that seals is placed on around the stem of each test plant, cover the soil of each basin, to catch the dead cotten aphid that drops from leaf.Treated plant is transferred in the overcanopy, in this maintenance, up to the leaf drying.In case after the drying, potted plant plant is put into the dish that contains at least 1 inch water.The distance that plant is enough at interval moves between two plant to prevent cotten aphid.Described dish was placed 72 hours in 25 ℃, the growth room of 50% relative moisture, and periodicity of illumination is 14 hours illumination/10 hour dark.Even do not allocate test with the technical grade active component for active component, the stock solution of preparation test compounds.For example, 4 milligrams of test compounds are dissolved in 4 milliliters of acetone, and this solution is added in 36 milliliters of Triton X-100 aqueous solution (1 Triton X-100 is dissolved in 100 ml distilled waters), make the 100ppm stock solution.Can add the distilled water that contains 10% acetone and 0.25%Triton X-100 further dilutes.
After contact in 72 hours, calculate the number of the insect of dead and survival.As fruit insect variable color or one-tenth brown and exsiccation, think that then insect is " death ".Use this insect counts, represent the activity of test chemical with control percentage.Control percentage is relatively obtained by the total number (TD) of dead insects and the total number (TI) of the insect in the test:
In the test of opposing ordinary maple leaf mite, by being placed on the upper surface of test plant leaf, make the leaf of the high pinto plant of potted plant 3-4 inch (Phaseolus vulgaris) infect about 50-75 adult ordinary maple leaf mite from the leaf section of the host of ordinary maple leaf mite group pinto (pintobean) plant.After about 1 hour, the pinto leaf that newly infects is immersed in the test solution of test formulation, so that the amount of application up to the 1000ppm active component to be provided.As required, [octyl phenol gathers (glycol ether) with containing 10% acetone and 0.25% nonionic washing agent
x, can be used as Triton X-100 available from Luo Si Applied Science Fiction Co.] dissolved in distilled water and the dilution test formulation, reach suitable concentration.Treated plant is transferred in the overcanopy, in this maintenance, up to the leaf drying.In case after the drying, potted plant plant is put into the dish that contains at least 1 inch water.The distance that plant is enough at interval moves between two plant to prevent acarid.Described dish was placed 96 hours in 25 ℃, the growth room of 50% relative moisture, and periodicity of illumination is 14 hours illumination/10 hour dark.Even do not allocate test with the technical grade active component for active component, the stock solution of preparation test compounds.For example, 4 milligrams of test compounds are dissolved in 4 milliliters of acetone, and this solution is added in 36 milliliters of Triton X-100 aqueous solution (1 Triton X-100 is dissolved in 100 ml distilled waters), make the 100ppm stock solution.Can add the distilled water that contains 10% acetone and 0.25%TritonX-100 further dilutes.
After contact in 96 hours, calculate the number of the insect of dead and survival.If insect does not show mobilely when surveying, think that then insect is " death ".Use this insect counts, represent the activity of test chemical with control percentage.Control percentage is relatively obtained by the total number (TD) of dead insects and the total number (TI) of the insect in the test:
The data of tobacco budworm insecticidal activity when the amount of application of selecting that table 2 has provided that test thus obtains.The data of adult colorado potato beetle insecticidal activity when the amount of application of selecting that table 3 has provided that test thus obtains.Table 2 and table 3 also comprise bifenthrin (Capture
Can be available from FMC Corp. (FMCCorporation)) and own body cypermethrin (Mustang Max
Can be available from FMC Corp.) the desinsection result of independent test formulation and the result of contrast test.All situations for table 2 and table 3 report, weight (gram) in all components in the whole preparation is benchmark, and the insecticidal preparation of test comprises: 15.00 weight % (19.45 gram) bifenthrin/own body cypermethrin (it is as shown in the table for the ratio of bifenthrin and own body cypermethrin), 7.00 weight % (5.60 gram) surfactant mixture, 25.00 weight % (20.00 gram) Sunspray6N, 52.90 weight % (42.32 gram) aromatic 200 and 0.10 weight % (0.08 gram) acetate.Surfactant mixture comprises 3.15% (2.52 gram) Agnique ABS70AE, 0.35% (0.28 gram) Agnique PEG400MO, 1.05% (0.84 gram) Agnique CSO-36 and 2.45% (1.96 gram) Agnique CSO-25.The runic numeral shows with independent compound to be compared, and observes useful insecticidal effect.
Table 2
The tobacco budworm of bifenthrin and own body-cypermethrin (according to United States Patent (USP) 4,997,970 methods that disclose make) (
Heliothis virescens[Fabricius]) insecticidal activity
As shown in table 2, with bifenthrin (Capture
Can be available from FMC Corp.) and own body cypermethrin (Mustang Max
Can be available from FMC Corp.) independent test formulation compare, the test formulation that total concentration is equal to or less than the bifenthrin of 3.0ppm and own body cypermethrin provides better the control to tobacco budworm.Those skilled in the art expect that the mixture of bifenthrin and own body cypermethrin shows the insecticidal activity that is equal to independent Pesticidal compound when being lower than normal usage amount.When amount of application equaled and be lower than 3.0ppm, the insecticidal activity that the mixture of novel preparation shows can be up to the twice of Pesticidal compound when this amount of application, and in the scope of the insecticidal activity of the amount of application 5.4ppm of industry suggestion and 10.0ppm.
Table 3
The adult colorado potato beetle of bifenthrin and own body cypermethrin (according to United States Patent (USP) 4,997,970 methods that disclose make) (Leptinotarsa decemlineata[Say]) insecticidal activity
As shown in table 3, with bifenthrin (Capture
Can be available from FMC Corp.) and own body cypermethrin (Mustang Max
Can be available from FMC Corp.) independent test formulation compare, total concentration provides better control to colorado potato beetle for the test formulation of the bifenthrin of 10.0ppm and own body cypermethrin.Those skilled in the art expect that the mixture of bifenthrin and own body cypermethrin shows the insecticidal activity that is equal to independent Pesticidal compound.When test volume equaled 10.0ppm, the insecticidal activity that the mixture of novel preparation shows was two to three times of insecticidal activity of independent Pesticidal compound.
Table 4 has provided the data of adult colorado potato beetle insecticidal activity when the amount of application of selecting, and wherein the technical grade active component is not allocated, but dissolves as mentioned above.The bold Italic numeral is compared with independent compound, observes useful insecticidal effect.
Table 4
The adult colorado potato beetle of bifenthrin and cyano group-pyrethroid (Leptinotarsa decemlineata[Say]) insecticidal activity
A. the lethality % of esfenvalerate and bifenthrin is the mean value of twice test
Table 5 has provided the data of cotton bollworm insecticidal activity when the amount of application of selecting, and wherein the technical grade active component dissolves as mentioned above.The bold Italic numeral is compared with independent compound, observes useful insecticidal effect.
Table 5
The cotton bollworm of bifenthrin and cyano group-pyrethroid (Heliothis zea[Boddie]) insecticidal activity
Table 6 has provided the data of cotten aphid insecticidal activity when the amount of application of selecting, and wherein the technical grade active component dissolves as mentioned above.The bold Italic numeral is compared with independent compound, observes useful insecticidal effect.
Table 6
The cotten aphid of bifenthrin and cyano group-pyrethroid (Aphis gossypii[Glover]) insecticidal activity
*NT=does not test
A. the lethality % of esfenvalerate and bifenthrin is the mean value of twice test
Table 7 has provided the data of ordinary maple leaf mite insecticidal activity when the amount of application of selecting, and wherein the technical grade active component dissolves as mentioned above.The bold Italic numeral is compared with independent compound, observes useful insecticidal effect.
Table 7
The ordinary maple leaf mite of bifenthrin and cyano group-pyrethroid (Tetranychus urticae[Koch]) insecticidal activity
*NT=does not test
Though emphasis has been described the present invention with reference to preferred implementation, those of ordinary skills should understand the variant that can use preferred implementation, that is to say that the present invention can be different from the literary composition specifically described mode and implement.Therefore, the present invention includes all modifications of containing in the spirit and scope of claims qualification.
Claims (7)
1. desinsection or miticide composition, it comprises bifenthrin and is selected from down cyano group-pyrethroid of organizing: fluorine ester chrysanthemum ester, cycloprothrin, decis, tralomethrin, sumicidin, cyfloxylate, β-cyfloxylate, flucythrinate, nail body cypermethrin, second body cypermethrin, hot body cypermethrin, own body cypermethrin, cyphenothrin, cyhalothrin, λ-cyhalothrin, esfenvalerate, taufluvalinate and fenpropathrin.
2. composition as claimed in claim 1 is characterized in that, the ratio of bifenthrin and cyano group-pyrethroid is 1/99 to 99/1.
3. composition as claimed in claim 1 is characterized in that, described cyano group-pyrethroid is selected from down group: decis, cyfloxylate, nail body cypermethrin, own body cypermethrin, λ-cyhalothrin and esfenvalerate.
4. composition as claimed in claim 1 is characterized in that, described cyano group-pyrethroid is own body cypermethrin.
5. composition as claimed in claim 4; it is characterized in that; described own body cypermethrin be by three caprylyl ammonium chlorides of 55/45 suitable/back mixing compound of cypermethrin and catalytic amount and sodium carbonate in normal heptane, react the enrichment that makes 1R-suitable-S and 1R-be anti--(R of S isomer; S)-alpha-cyano-3-phenoxy benzyl-(1RS)-suitable-anti--3-(2; the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester.
6. composition as claimed in claim 1 is characterized in that, it also comprises agricultural and goes up acceptable bulking agent or adjuvant.
7. method of controlling harmful insect or acarid, it comprises that the composition with claim 1 is administered to the place that exists insect or acarid or expection may have insect or acarid.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US75297905P | 2005-12-22 | 2005-12-22 | |
| US60/752,979 | 2005-12-22 | ||
| PCT/US2006/049062 WO2007076028A2 (en) | 2005-12-22 | 2006-12-21 | Insecticidal and miticidal mixtures of bifenthrin and cyano-pyrethroids |
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| CN101384174A true CN101384174A (en) | 2009-03-11 |
| CN101384174B CN101384174B (en) | 2012-07-04 |
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| CN2006800523845A Active CN101442907B (en) | 2005-12-22 | 2006-12-21 | Novel formulations of bifenthrin and enriched cypermethrin |
| CN2006800523953A Active CN101384174B (en) | 2005-12-22 | 2006-12-21 | Insecticidal and miticidal mixtures of bifenthrin and cyano-pyrethroids |
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| CN2006800523845A Active CN101442907B (en) | 2005-12-22 | 2006-12-21 | Novel formulations of bifenthrin and enriched cypermethrin |
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|---|---|
| US (6) | US9107416B2 (en) |
| EP (3) | EP1962591B1 (en) |
| JP (2) | JP5053290B2 (en) |
| KR (2) | KR101353121B1 (en) |
| CN (2) | CN101442907B (en) |
| AU (2) | AU2006330918B2 (en) |
| BR (3) | BRPI0620100B1 (en) |
| CA (2) | CA2633732C (en) |
| IL (2) | IL192330A (en) |
| RU (2) | RU2412594C2 (en) |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103651555A (en) * | 2013-12-06 | 2014-03-26 | 济南凯因生物科技有限公司 | Emulsion in water containing isazofos and applications thereof |
| CN103688983A (en) * | 2013-12-06 | 2014-04-02 | 济南凯因生物科技有限公司 | Bifenthrin containing missible oil and application thereof |
| CN103704246A (en) * | 2013-12-10 | 2014-04-09 | 济南凯因生物科技有限公司 | Synergistic pesticide composition and application thereof |
| CN104397011A (en) * | 2014-11-04 | 2015-03-11 | 江苏辉丰农化股份有限公司 | Insect-killing mite-killing agent composition with synergic effect |
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Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| UA90440C2 (en) * | 2005-12-22 | 2010-04-26 | Фмк Корпорейшн | Insecticidal or miticidal composition of bifenthrin and cyano-pyrethroids, method for controlling undesirable insects or mites |
| US20090111873A1 (en) * | 2006-06-30 | 2009-04-30 | Fmc Corporation | Novel Zeta-Cypermethrin Composition |
| AR075294A1 (en) * | 2008-10-31 | 2011-03-23 | Dow Agrosciences Llc | CONTROL OF THE DISPERSION OF PESTICIDE SPRAYING WITH SELF-EMULSIFICABLE ESTERS |
| US20100287817A1 (en) * | 2009-05-14 | 2010-11-18 | Fmc Corporation | Method for Ant Control |
| US20150173360A1 (en) * | 2011-03-23 | 2015-06-25 | Makhteshim Chemical Works Ltd. | Synergistic agricultural pest control |
| GB201205562D0 (en) * | 2012-03-29 | 2012-05-09 | Reckitt & Colman Overseas | Liquid insecticidal compositions |
| CN103238593B (en) * | 2013-05-22 | 2015-01-07 | 广西田园生化股份有限公司 | Stabilizing agent composition of pesticide liquid preparation and application |
| UY35757A (en) | 2013-09-30 | 2016-04-29 | Fmc Corp | FOAM FORMULATIONS AND DEVICES FOR SUPPLY |
| US20150099627A1 (en) * | 2013-10-04 | 2015-04-09 | Fmc Corporation | Co-Formulations of Bifenthrin with Encapsulated Crop Protection Agents For Use with Liquid Fertilizers |
| AR100936A1 (en) | 2014-06-24 | 2016-11-09 | Fmc Corp | FORMULATIONS OF FOAMS AND EMULSIONABLE CONCENTRATES |
| AU2016227020B2 (en) * | 2015-03-05 | 2019-02-14 | Dainihon Jochugiku Co., Ltd. | Water-based insecticidal composition to be vaporized and diffused by being heated, and method for vaporizing and diffusing said composition by heating |
| SG10201503805XA (en) * | 2015-04-19 | 2016-11-29 | Sabinsa Corp | Calebin A For Hepatic Steatosis |
| RU2616392C1 (en) * | 2015-11-12 | 2017-04-14 | Закрытое акционерное общество "ФПГ ЭНЕРГОКОНТРАКТ" | Composition, textile materials and products with insectoacaricides properties |
| EP3393240A1 (en) | 2015-12-23 | 2018-10-31 | FMC Corporation | In situ treatment of seed in furrow |
| US20190150443A1 (en) * | 2016-04-06 | 2019-05-23 | Fmc Corporation | Compositions and methods for controlling fecundity of arachnida species |
| DE102016208567A1 (en) * | 2016-05-19 | 2017-11-23 | Heraeus Medical Gmbh | Polymer solution for viscous supplementation |
| CN106376591A (en) * | 2016-08-30 | 2017-02-08 | 枣阳市先飞高科农药有限公司 | Fenpropathrin high-efficiency pesticide preparation method |
| US10743535B2 (en) | 2017-08-18 | 2020-08-18 | H&K Solutions Llc | Insecticide for flight-capable pests |
| US20190324548A1 (en) * | 2018-04-18 | 2019-10-24 | JG Management Pty. Ltd. | Gesture-based designation of regions of interest in images |
| RU2724514C1 (en) * | 2019-12-25 | 2020-06-23 | АО "Щелково Агрохим" | Insecticide composition |
Family Cites Families (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2898267A (en) * | 1955-09-07 | 1959-08-04 | Witco Chemical Corp | Emulsifiable toxicant compositions and emulsifying agents therefor |
| DE2329044A1 (en) * | 1973-06-07 | 1975-01-02 | Basf Ag | HERBICIDE |
| JPS5710842B2 (en) * | 1973-10-18 | 1982-03-01 | ||
| GB2012585B (en) * | 1977-12-20 | 1982-04-15 | Ici Ltd | Insecticidal formulations |
| IT1123122B (en) * | 1979-09-12 | 1986-04-30 | Montedison Spa | INSECTICIDE LIQUID COMPOSITIONS CONTAINING SYNTHETIC PYRETROIDS |
| DE3343092A1 (en) * | 1983-11-29 | 1985-06-05 | Bayer Ag, 5090 Leverkusen | WATER-SOLUBLE PESTICIDAL FORMULATION |
| US4997970A (en) * | 1987-06-15 | 1991-03-05 | Fmc Corporation | Conversion of pyrethroid isomers to move active species |
| CA1314559C (en) * | 1987-06-15 | 1993-03-16 | John Winfrid Ager | Conversion of pyrethroid isomers to more active species |
| US5028731A (en) * | 1989-11-17 | 1991-07-02 | Fmc Corporation | Preparation of mixtures of cypermethrin or cyfluthrin isomers enriched in more active species |
| US5164411A (en) * | 1991-01-25 | 1992-11-17 | Fmc Corporation | Pyrethroid compositions |
| US5443835A (en) * | 1993-09-30 | 1995-08-22 | Church & Dwight Co. Inc. | Bicarbonate salt pesticide composition containing a clathrate spreader-sticker ingredient |
| CN1554233A (en) * | 1994-06-08 | 2004-12-15 | �����ɷ� | Synergistic composition |
| JP3850447B2 (en) * | 1996-02-28 | 2006-11-29 | 日本ゼオン株式会社 | Crop growth regulator and crop growth regulation method |
| JP2000509379A (en) * | 1996-04-29 | 2000-07-25 | ノバルティス アクチェンゲゼルシャフト | Pesticide composition |
| JP4093509B2 (en) * | 1998-02-23 | 2008-06-04 | 住友化学株式会社 | Harmful arthropod control composition |
| US6379687B2 (en) * | 1998-05-28 | 2002-04-30 | Bayer Corporation | Inhibiting phase separation in low viscosity water-based pesticide suspensions |
| FR2780857B1 (en) * | 1998-07-07 | 2006-09-22 | Novartis Ag | PESTICIDE AGENT |
| US6048542A (en) * | 1999-03-08 | 2000-04-11 | Bayer Corporation | Inhibiting growth of microorganisms in water-based pesticide suspensions |
| US6713077B1 (en) * | 1999-07-28 | 2004-03-30 | Monsanto Technology, Llc | Control of shoot/foliar feeding pests with pesticide seed treatments |
| FR2805971B1 (en) * | 2000-03-08 | 2004-01-30 | Aventis Cropscience Sa | METHODS OF TREATING AND / OR PROTECTING CROPS AGAINST ARTHROPODS AND COMPOSITIONS USEFUL FOR SUCH METHODS |
| AR030412A1 (en) * | 2000-03-22 | 2003-08-20 | Fmc Corp | NEW PROCESS TO PREPARE WATERY FORMULATIONS |
| AR029677A1 (en) * | 2000-06-29 | 2003-07-10 | Bayer Ag | COMBINATIONS OF ACTIVE COMPOUNDS WITH INSECTICIDES AND ACARICIDES |
| JP4904631B2 (en) * | 2000-10-27 | 2012-03-28 | ソニー株式会社 | Nonvolatile semiconductor memory device and manufacturing method thereof |
| US6541516B1 (en) * | 2001-09-14 | 2003-04-01 | Isp Investments Inc. | Water miscible emulsions of pyrethroid insecticides or triazole fungicides |
| WO2003039255A1 (en) * | 2001-11-05 | 2003-05-15 | Basf Aktiengesellschaft | Use of substituted dibenzothiepine derivatives as insecticidal, acaricidal and nematicidal agents |
| WO2003053345A2 (en) * | 2001-12-12 | 2003-07-03 | Fmc Corporation | Improved effectiveness of invertebrate pest-control agents |
| EP1468737A4 (en) * | 2002-01-21 | 2005-09-21 | Sumitomo Titanium Corp | Photocatalytic composite material and method for preparation thereof |
| US6794576B1 (en) | 2002-06-04 | 2004-09-21 | Cisco Technology, Inc. | Power entry apparatus and method |
| US20050215433A1 (en) | 2004-03-26 | 2005-09-29 | Benitez Francisco M | Aromatic fluid as agricultural solvent |
| TWI402034B (en) * | 2005-07-28 | 2013-07-21 | Dow Agrosciences Llc | Agricultural compositions comprising an oil-in-water emulsion based on oily globules coated with a lamellar liquid crystal coating |
| UA90440C2 (en) * | 2005-12-22 | 2010-04-26 | Фмк Корпорейшн | Insecticidal or miticidal composition of bifenthrin and cyano-pyrethroids, method for controlling undesirable insects or mites |
| US20080294502A1 (en) * | 2007-05-25 | 2008-11-27 | Eventmobile, Inc. | System and Method for Providing Event-Based Services |
-
2006
- 2006-12-21 UA UAA200809440A patent/UA90440C2/en unknown
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| CN104397011A (en) * | 2014-11-04 | 2015-03-11 | 江苏辉丰农化股份有限公司 | Insect-killing mite-killing agent composition with synergic effect |
| WO2016070632A1 (en) * | 2014-11-04 | 2016-05-12 | 江苏辉丰农化股份有限公司 | Insect-killing mite-killing agent composition with synergistic effect |
| CN106070298A (en) * | 2016-05-31 | 2016-11-09 | 刘园 | A kind of compositions preventing and treating corn smut and preparation method thereof |
| CN106719782A (en) * | 2016-12-31 | 2017-05-31 | 新昌县云河虫害防治技术开发有限公司 | Insecticide for tea trees |
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